5 MAY

What It Takes to Stay Funny When Life Isn’t I Comedian Ola Dada I Sky Talks Podcast W/ Jessa Sky #12

Growth does not always look deep and serious. Sometimes it sounds like laughter, a little chaos, and conversations that catch you off guard with how real they get. It often starts in unfamiliar spaces, where identity is shaped between cultures, expectations, and experiences that do not quite match up. There is no clear blueprint in the beginning. Just trying, adjusting, and figuring things out while holding onto stability and still feeling pulled toward something more. Choosing the creative path rarely makes sense on paper, but it keeps calling anyway. Along the way, perspective shifts. Ideas about money, success, and self-worth start to look different. It becomes clear that even the people who seem established are still learning as they go. Confidence builds slowly through showing up, doing the work, and trusting the process before the results show. In this episode of Sky Talks, Jessa sits down with Nigerian-born comedian Ola Dada for a conversation that moves between humour and real-life moments. What starts as light banter opens into honest talks about identity, money, and building a life on your own terms. They talk about growing up between cultures, leaving stability, and choosing a creative path without clear guarantees. The conversation also touches on how people view success, self-worth, and the reality that most are still figuring things out. At its core, this episode shows how humour can create space for honesty, connection, and moments that leave people feeling lighter. Topics Covered: (00:00) Welcome to Sky Talks (01:45) Introducing Ola Dada and stepping into the spotlight (03:10) From accounting to comedy: choosing a different path (07:30) Rethinking money, value, and survival (10:58) Moving to Vancouver and starting again (13:02) The high of performance and the quiet after (15:20) The work behind the moment on stage (18:02) Identity and how people label others (20:14) Honest take on hometown culture (23:02) Life experiences that build resilience (24:43) Conflicting online wellness information (25:53) Staying grounded under pressure (28:05) Responsibility to calm the room (30:08) Stage anxiety vs setup stress (31:29) Mental health and emotional intensity (34:00) Past jobs and survival work (35:31) Creative work is nonstop (44:30) Bias shaped by perception and media (47:00) Upcoming comedy special (50:20) Have a relationship with Jesus (51:21) Inner work first, success follows (51:57) Comparison kills progress About the Guest: Ola Dada is a Nigerian-born comedian whose journey is shaped by a life of cultural contrast, constant movement, and learning how to connect quickly with different rooms. What began as adapting to new environments and finding humour in everyday moments grew into a stand-up style rooted in honesty, relatability, and light-hearted observation. His story reflects the steady work of turning lived experience into comedy, using perspective, timing, and presence to bring people together through laughter. Connect with Ola Dada: Web: ⁠https://www.oladada.com/⁠ IG: ⁠https://www.instagram.com/showtime.dada/⁠ About the Host: Jessa Sky is a proud Métis Cree singer-songwriter, mental health and addiction awareness advocate, keynote speaker, and the host of Sky Talks Podcast. Her career continues to rise, but her path has also been shaped by personal battles with mental health and healing. These experiences inspire her to create music, conversations, and spaces that remind others they are never alone. Through her voice, whether in song, on stage, or behind the mic, Jessa brings healing and humour together. She offers connection, breaks stigma, and shows that resilience can grow even from life’s hardest seasons. Connect with Jessa Sky: Website: ⁠https://www.jessasky.com/⁠ Facebook: ⁠https://www.facebook.com/jessaskyy/⁠ Instagram: ⁠https://www.instagram.com/jessaskyy/⁠ TikTok: ⁠https://www.tiktok.com/@jessaskyy⁠ YouTube: ⁠www.youtube.com/@jessaskyy⁠

53 min

22 APR

How Spray Tanning Became a Lifelong Calling I Spray Tanning I Sky Talks Podcast W/ Jessa Sky #11

Purpose is often not discovered in comfort. It is shaped through lived experience, discomfort, and moments that force change. It begins when something happens that makes a person stop and see life differently. What was once normal no longer feels right, and there is no way to go back to how things used to be. In this episode of Sky Talks, Jessa sits down with her close friend Kelsey of SprayTansYeg for a conversation that goes beyond surface-level transformation. Kelsey shares how her business began from a turning point that forced her to reevaluate her health and direction, followed by years of steady commitment where belief had to come before results. Together, they explore the real cost of growth, outgrowing people, trusting your intuition, and accepting that not everyone will understand your choices. Topics Covered: (00:00) Welcome to Sky Talks (00:20) Introducing Kelsey of SprayTansYeg (02:20) How SprayTansYeg turned a skin scare into a spray tan career (10:52) The discipline of staying when nothing is working yet (15:18) Boundaries, trust, and vulnerable client care (23:37) Why consent matters in vulnerable client care (25:18) Over 100+ spray tans and the reality of repetition (29:08) Education over fear-based marketing (33:00) When accountability meets emotional honesty in friendships (39:59) Boundaries evolve at every stage of life (41:45) Trusting your intuition in relationships (45:50) When friendships stop feeling safe or supportive (50:24) Being misunderstood in relationships (54:15) Coming out of isolation and reflection (55:52) Closure is an evolving experience, not a final answer (58:58) Does every ending need a conversation (01:01:18) The cost of allowing the wrong people in (01:04:31) Creating a life your children do not have to recover from (01:06:37) Show up despite uncertainty in business and life (01:11:00) Overcoming fear of judgment (01:14:28) Social media can distort real life (01:16:20) When social media starts to feel toxic (01:20:40) Taking up space & being yourself online (01:22:10) Wedding Fair & Small business hustle (01:24:40) The power of a spray tan routine About the Guest: SprayTansYeg is an entrepreneur whose journey started from a turning point in her health and personal life. What began as a practical step grew into a business built through consistency, patience, and self-trust. Her story reflects the quieter side of growth, learning to listen to your body, trust your direction, and keep showing up even when results are not immediate. She shares a grounded perspective on resilience, shaped not by big moments, but by small, intentional decisions over time. Connect with SprayTansYeg: Web: https://www.kajaglow.com/ FB: https://www.facebook.com/profile.php?id=100063679226858 IG: https://www.instagram.com/spraytansyeg/ TikTok: https://www.tiktok.com/@spraytansyeg About the Host: Jessa Sky is a proud Métis Cree singer-songwriter, mental health and addiction awareness advocate, keynote speaker, and the host of Sky Talks Podcast. Her career continues to rise, but her path has also been shaped by personal battles with mental health and healing. These experiences inspire her to create music, conversations, and spaces that remind others they are never alone. Through her voice, whether in song, on stage, or behind the mic, Jessa brings healing and humour together. She offers connection, breaks stigma, and shows that resilience can grow even from life’s hardest seasons. Connect with Jessa Sky: Website: https://www.jessasky.com/ Facebook: https://www.facebook.com/jessaskyy/ Instagram: https://www.instagram.com/jessaskyy/ TikTok: https://www.tiktok.com/@jessaskyy YouTube: www.youtube.com/@jessaskyy

1hr 31min

9 APR

The Work of Caring Without Losing Yourself I RN Tara I Sky Talks Podcast W/ Jessa Sky #10

Not every kind of healing looks obvious. Sometimes it looks like finally paying attention to the things you’ve been brushing off for years. The exhaustion you keep pushing through. The discomfort you’ve normalized. The habits, insecurities, and little frustrations that slowly become part of your everyday life. In this episode of Sky Talks, Jessa sits down with her friend and trusted injector, RN Tara of Absolute Aesthetics, for an honest, hilarious, and surprisingly deep conversation about beauty, healing, confidence, and what it really means to care for people well. They share Jessa’s experience with filler, Botox, dissolving, and facial symmetry, and why more is not always better. The conversation also covers Tara’s work in nursing, burnout, mental health, women’s wellness, IV therapy, and vitamins. This episode is for anyone who has ever struggled with body image, overdone beauty standards, exhaustion, self-neglect, or simply wants to feel better from the inside out. Topics Covered: (00:00) Welcome to Sky Talks (01:21) Introducing our guest, RN Tara (03:22) Jessa’s filler journey and what went wrong (06:19) How Jessa and Tara met (07:10) Why safe care matters (10:26) Less is more in aesthetics (12:08) Building trust before treatment (13:47) Tara’s experience in nursing and the OR (20:26) Why feeling cared for matters (24:18) You never know what someone is carrying (25:37) Boundaries, empathy, and protecting your energy (39:40) Staying professional in crisis care (42:28) De-escalation is part of care (48:59) Nurturing others while learning to nurture self (51:43) Turning aesthetics into healthcare guidance (53:23) What IV therapy can help with (57:35) Transparency, pricing, and trust (01:00:08) The unexpected path to becoming a nurse (01:04:03) Growth happens in discomfort (01:10:40) Why filler isn’t one-size-fits-all (01:16:36) Honesty about risks in aesthetic treatments (01:21:13) Skin, acne, and real-world factors affecting results (01:24:35) The gap between how people look and feel (01:26:06) Showing up for each other in hard moments (01:31:06) Raising children without bias (01:33:35) Identity, individuality, and freedom (01:35:05) Unity, respect, and shared humanity (01:36:48) Connect with Tara About the Guest: RN Tara is a registered nurse and the founder of Absolute Aesthetics, where she combines medical knowledge with a thoughtful, patient-centered approach to beauty and wellness. With nearly two decades in nursing, she brings a grounded perspective to aesthetics, IV therapy, vitamins, and overall well-being, helping clients make informed decisions that support both confidence and health. Her work is rooted in care, education, and creating a space where people feel comfortable, supported, and seen. Connect with RN Tara / AbsoluteAestheticsEdmonton:Web: https://absoluteaesthetics.ca/ FB: https://www.facebook.com/AbsoluteAestheticsEdmonton IG: https://www.instagram.com/tara_the_aesthetician/ YT: https://www.youtube.com/@tara_the_aesthetician About the Host: Jessa Sky is a proud Métis Cree singer-songwriter, mental health and addiction awareness advocate, keynote speaker, and the host of Sky Talks Podcast. Her career continues to rise, but her path has also been shaped by personal battles with mental health and healing. These experiences inspire her to create music, conversations, and spaces that remind others they are never alone. Through her voice, whether in song, on stage, or behind the mic, Jessa brings healing and humour together. She offers connection, breaks stigma, and shows that resilience can grow even from life’s hardest seasons. Connect with Jessa Sky: Website: https://www.jessasky.com/ Facebook: https://www.facebook.com/jessaskyy/ Instagram: https://www.instagram.com/jessaskyy/ TikTok: https://www.tiktok.com/@jessaskyy YouTube: www.youtube.com/@jessaskyy

1hr 40min

1 APR

The Messy, Brave Process of Letting Go and Rebuilding I Indiginize Creation I Sky Talks Podcast W/ Jessa Sky #9

A lot of people think healing looks soft, quiet, and put together. Like you wake up one day and everything just makes sense. But the truth is, healing can be loud. It can be messy, emotional, and uncomfortable. It asks you to face what hurt you, to tell the truth about what happened, and to finally choose yourself. Growth does not always look like peace at first. Sometimes it looks like walking away from what you once prayed for. It looks like setting boundaries, even when it’s hard. It looks like rebuilding your life while still grieving parts of it. And somehow, through all of that, you start to come back to who you really are. In this episode of Sky Talks, Jessa Sky sits down with Janelle of Indiginize Creation for a conversation that is raw, unfiltered, and deeply real. They talk about sisterhood, social media connections that turn into real-life bonds, and the journey of reconnecting with culture. Janelle opens up about leaving her marriage, breaking cycles of trauma, and finding healing through her art, powwow dancing, and community work. It’s honest, emotional, and a reminder that you can rebuild your life and still become something even stronger than before. Topics Covered: (00:00) Welcome to Sky Talks (00:20) Introducing our guest, Indiginize Creation (03:43) How social media built real-life sisterhood (07:10) Identity struggles: not fitting in anywhere (10:12) Dealing with judgment and negativity (16:47) Wanting softness after always being “the strong one” (17:49) The “perfect” relationship lie (21:40) Walking away and choosing self-worth (25:35) The trauma stops with me (27:15) Healing isn’t pretty—and that’s the point (31:17) You can be struggling and still show up (37:21) Quitting everything to bet on her own art (42:36) Your art doesn’t have to fit one identity (45:46) A simple hello bridges the gap (49:50) The danger of putting people on a pedestal (51:34) Turning pain into purpose by helping others (55:29) Honor your roots through your work (59:30) Choosing healing and freedom (01:00:52) Building new life, new circle, new connections (01:03:36) Not everyone deserves access to you (01:05:03) Save your energy for what matters (01:06:26) Choosing a smaller circle (01:08:03) Rejecting gossip (01:09:15) Upcoming events and where to find Janelle About the Guest: Janelle, the artist behind Indiginize Creation, is a powwow dancer, cultural educator, and entrepreneur creating one-of-a-kind, hand-burned designs rooted in identity and storytelling. Through her work, she blends artistry with purpose, using each piece to reflect culture, healing, and personal expression. Beyond her craft, she leads workshops across communities, sharing knowledge about Indigenous culture, mentorship, and self-discovery. With honesty and heart, she speaks on resilience, breaking cycles, and the journey of finding strength in both tradition and truth. Connect with IndiginizeCreation: Website: https://indiginizecreation.ca/ Instagram: https://www.instagram.com/indiginize_creation/ Facebook: https://www.facebook.com/profile.php?id=100092263208640 About the Host: Jessa Sky is a proud Métis Cree singer-songwriter, mental health and addiction awareness advocate, keynote speaker, and the host of Sky Talks Podcast. Her career continues to rise, but her path has also been shaped by personal battles with mental health and healing. These experiences inspire her to create music, conversations, and spaces that remind others they are never alone. Through her voice, whether in song, on stage, or behind the mic, Jessa brings healing and humour together. She offers connection, breaks stigma, and shows that resilience can grow even from life’s hardest seasons. Connect with Jessa Sky: Website: https://www.jessasky.com/ Facebook: https://www.facebook.com/jessaskyy/ Instagram: https://www.instagram.com/jessaskyy/

1hr 11min

25 MAR

Chaos, Courage, and the Work of Being Seen I Callmekeeks I Sky Talks Podcast W/ Jessa Sky #8

Speaking openly about the realities behind creative work is not always comfortable, but honesty can help people better understand the systems artists move through every day. Humor often makes difficult conversations easier to hold, especially when the topics involve identity, community, and public visibility. Many performers experience a gap between how they are treated on stage and how they are treated off stage. A person can be applauded during a performance and still face judgment or dismissal in everyday spaces. Recognition does not always translate into respect, and that contradiction can shape how artists move through their work and their communities. In this episode, I speak with Call Me Keeks, a multidisciplinary performer and member of the House of Ebony, Alberta’s first all-Black queer and trans performance house. We talk about leaving corporate work to focus on performing, the realities of working in the arts, and the importance of community. Keeks also shares experiences from the performance scene, reflections on leadership and accountability, and thoughts on protecting creative energy while continuing to grow as an artist. Topics Covered: (00:00) Welcome to Sky Talks (01:18) How Jess and CallMeKeeks first met (03:33) Edmonton snow removal and city frustrations (05:05) Child welfare system failures and racism in social work (08:51) Who is CallMeKeeks? (12:22) “Connoisseur of Chaos” (15:26) Preparing for performances and off-stage judgment (19:40) Indigenous erasure and Black overexposure (22:45) Seeing the wrong people get the opportunities (25:36) Refusing abuse and setting boundaries (27:44) What good producers do differently (31:15) Ego, leadership, and accountability in the industry (34:42) The importance of a trusted inner circle (37:17) Social media perception vs. real life (40:00) Living through a tense political and social climate (41:34) Personal growth, healing, and building a better life (43:21) Self-worth beyond productivity (45:22) Authentic content and TikTok culture (47:02) Healthy relationships require mutual respect and not settling (53:16) CallMeKeek’s story of meeting her fiancé (58:43) The risks of advocacy in creative industries (01:00:58) Have trusted people who keep you accountable (01:01:50) Mentoring the next generation (01:03:49) Respect in community without needing friendship (01:07:23) Future plans for the House of Ebony About the Guest: CallMeKeeks is a multidisciplinary performer, burlesque artist, and community advocate with over 20 years in the performing arts. She is the auntie of the House of Ebony, Alberta’s first all-Black queer and trans performance house. Through her work she celebrates creativity, challenges systems, and uplifts marginalized voices. Known for her humour, honesty, and “connoisseur of chaos” energy, Keeks brings bold storytelling and unapologetic authenticity to every stage and conversation. Connect with CallMeKeeks: Instagram: https://www.instagram.com/callmekeeks_/ About the Host: Jessa Sky is a proud Métis Cree singer-songwriter, mental health and addiction awareness advocate, keynote speaker, and the host of Sky Talks Podcast. Her career continues to rise, but her path has also been shaped by personal battles with mental health and healing. These experiences inspire her to create music, conversations, and spaces that remind others they are never alone. Through her voice, whether in song, on stage, or behind the mic, Jessa brings healing and humour together. She offers connection, breaks stigma, and shows that resilience can grow even from life’s hardest seasons. Connect with Jessa Sky: Website: https://www.jessasky.com Facebook: https://www.facebook.com/jessaskyy Instagram: https://www.instagram.com/jessaskyy TikTok: https://www.tiktok.com/@jessaskyy YouTube: www.youtube.com/@jessaskyy

1hr 11min

6 FEB

Quiet Lessons Wrapped in Loud Drag I Pheromonekillz I Sky Talks Podcast W/ Jessa Sky #7

Choosing to be fully seen is not about being loud or rebellious. It is about letting go of shame, honoring your identity, and refusing to apologize for existing. Many people learn early on to mute the parts of themselves that feel “too much.” Too queer, too Indigenous, too emotional, too creative, too loud. Over time, that shrinking becomes a habit. But when you follow the thought all the way through, you realize that hiding does not protect you. It only disconnects you from yourself and from the people who would love you as you are. In this episode, I speak with Pheromone Killz, an Indigenous drag performer, community voice, and creator who blends humor with heart and turns art into advocacy. We talk about growing into identity, finding safe friendship, and the responsibility that comes with visibility. She shares her experience fundraising for the Sexual Assault Centre of Edmonton, reading to kids at Pride, building queer community, and learning to take up space without apology. This conversation highlights the importance of belonging, cultural pride, creative expression, and protecting the friendships that make self-discovery possible. Topics Covered: (00:00) Welcome to Sky Talks (03:21) Meeting people who feel safe (05:37) Why genuine friendships are rare (06:46) Pheromone Killz: Fun, Chaotic, and Unapologetic (09:47) What's life before drag? (12:08) Early passions that become purpose (14:47) Holding two identities at once (16:07) Authenticity on stage vs. fitting the mold (18:00) Drag Race as an awakening (22:07) Healthy love enters after self-love (29:22) Fundraising with joy and purpose (32:03) Representation for kids and why it matters (34:45) Safety in queer spaces (37:30) Energy boundaries in community spaces (38:23) The emotional comedown after performing (41:19) The dual life of performers: stage vs. real job (45:47) Being yourself is the ultimate strategy (51:28) Be nice to people (55:32) The importance of intention (56:07) Upcoming events and spaces for connection (58:26) Making space for those who don’t feel safe About the Guest: Pheromone Killz is a drag performer, community builder, and unapologetically real creative force who blends humour, authenticity, and cultural pride into every space they enter. With over a decade in drag, they’ve built a platform that doesn’t just entertain but also uplifts communities, raises funds, and gives voice to those who need it. Connect with Pheromone Killz: Instagram: https://www.instagram.com/pheromonekillz/ Linktree: https://linktr.ee/pheromonekillz.bookings About the Host: Jessa Sky is a proud Métis Cree singer-songwriter, mental health and addiction awareness advocate, keynote speaker, and the host of Sky Talks Podcast. Her career continues to rise, but her path has also been shaped by personal battles with mental health and healing. These experiences inspire her to create music, conversations, and spaces that remind others they are never alone. Through her voice, whether in song, on stage, or behind the mic, Jessa brings healing and humour together. She offers connection, breaks stigma, and shows that resilience can grow even from life’s hardest seasons. Connect with Jessa Sky: Website: https://www.jessasky.com Facebook: https://www.facebook.com/jessaskyy Instagram: https://www.instagram.com/jessaskyy TikTok: https://www.tiktok.com/@jessaskyy YouTube: www.youtube.com/@jessaskyy

1hr 1min

7 JAN

Laugh at the Critics, Live for Yourself I Summer I Sky Talks Podcast W/ Jessa Sky #6

There comes a point in life when you stop worrying about what others think. Learning to say “I don’t care” isn’t about being rude; it’s about knowing your worth and trusting your own strength. We often let fear of judgment hold us back, especially online. What if they think I’m silly? Or showing off? But when you follow the thought all the way through, you realize most of these worries don’t matter. The world won’t end if someone dislikes a post or misunderstands you. In this episode, I speak with Summer Penney, a multifaceted creator, paramedic, pro makeup artist, figure skater, and YouTuber, to explore her journey of self-expression and authenticity. We talk about the challenges of building a social media presence, the courage to post unapologetically, and the inner work required to overcome insecurity and criticism. She shares her personal journey of leaving a job where fear, slander, and unrealistic expectations were the norm, and how she navigated the aftermath while maintaining her own well-being. This conversation highlights the need for empathy, self-care, and the courage to prioritize your mental and emotional health in challenging environments. Topics Covered: (00:00) Welcome to Sky Talks (05:04) Getting to know Summer (11:00) Finding healing in sourdough and slow living(13:35) Gaining confidence through the camera(18:28) Follow the thought through (23:39) Name and shame policy (25:58) How intention can get lost online (33:32) Confrontation doesn’t have to be aggressive (35:50) People shouldn’t judge situations they’ve never lived through (36:03) Abuse doesn’t start as abuse (40:48) Abusers always have stories that excuse their behavior (44:03) Letting go of resentment to reclaim personal peace (52:17) Reclaiming personal autonomy and sexuality after abusive relationships (57:58) Lateral violence and bullying in healthcare (01:00:27) Policies around patient consent and social media content (01:03:51) Workplace bullying and anxiety start (01:05:00) Harassment and feeling ganged up on by colleagues (01:11:16) When disciplinary measures fail to consider context (01:19:05) Taking a stand and leaving the toxic environment (01:32:49) Empathy matters (01:36:50) Learning to say “no” is empowering (01:39:19) Life milestones, celebrations, and goals (01:48:58) Connect with Summer About the Guest: Summer Penney is an Advanced Care Paramedic, published model, professional makeup artist, and founder of Summer Glow Beauty. Based in Edmonton, Alberta, she balances her career with a passion for romanticizing life’s smallest moments like figure skating, cooking, collecting vintage china, traveling, and hosting unforgettable gatherings. Her cosmetics line combines high-performance, long-wear formulas with skin-loving ingredients, reflecting her commitment to beauty, creativity, and joy. Connect with Summer: Web: https://www.summer-glowbeauty.com/ IG: hhttps://www.instagram.com/summer_penney/ YT: www.youtube.com/@summerpenney FB: https://www.facebook.com/summer.penney.71/ TikTok: https://www.tiktok.com/ About the Host: Jessa Sky is a proud Métis Cree singer-songwriter, mental health and addiction awareness advocate, keynote speaker, and the host of Sky Talks Podcast. Her career continues to rise, but her path has also been shaped by personal battles with mental health and healing. These experiences inspire her to create music, conversations, and spaces that remind others they are never alone. Through her voice, whether in song, on stage, or behind the mic, Jessa brings healing and humour together. She offers connection, breaks stigma, and shows that resilience can grow even from life’s hardest seasons. Connect with Jessa Sky: Website: https://www.jessasky.com Facebook: https://www.facebook.com/jessaskyy Instagram: https://www.instagram.com/jessaskyy TikTok: https://www.tiktok.com/@jessaskyy YouTube: www.youtube.com/@jessaskyy

1hr 40min

03/12/2025

The Quiet Work of Becoming Better I Sherrell I Sky Talks Podcast W/ Jessa Sky #5

Sometimes the hardest part is just getting started. Fear can feel overwhelming, whether it is fear of failing, fear of what others will think, or fear that you are not enough. Growth begins the moment you decide to show up anyway. Being yourself is powerful. When you share your story, your struggles, and your wins, people connect with you not because of what you do but because of who you are. Being honest and vulnerable opens the door for others to feel seen, understood, and inspired. Some people will support you and some will not, and that is okay. The ones who do are your people. It is also important to honor yourself and what you want. Life is too short to settle for less than what feels right. Choosing peace, focusing on your goals, and living according to your values takes courage, but it is worth it. The right people and opportunities will come when you stay true to yourself. In this episode with Sherrell, we will explore her journey from balancing multiple jobs to building a thriving six-figure business, all while navigating life as a single mom with ADHD. We talk about the power of authenticity in business and social media, showing up vulnerably, and how COVID unexpectedly pushed her out of her comfort zone. Sherrell also opens up about relationships, trust, and learning to recognize the balance of masculine and feminine energy in partners, reflecting on heartbreak, personal growth, and radical self-awareness. This conversation is full of honesty, lessons learned, and encouragement to build a life and business that truly reflect who you are. Topics Covered: (00:00) Welcome to Sky Talks (01:05) Who is Sherrell? (03:02) The Secret and early exposure to law of attraction (06:05) Entrepreneurship as Therapy (08:18) The origin of her clothing line idea (12:35) The blessing and curse of high self-awareness (18:35) Letting go of resentment in relationships (22:08) Overcoming fear of judgment (28:41) Not everyone will support you (32:03) Entering single life and navigating dating (38:02) Radical acceptance, limits and acts of love in relationships (44:16) The difference between toxic and healthy masculine energy (49:41) Earning money while staying true to self (52:24) Confidence in sobriety and resisting societal pressures (01:03:20) Parenting, managing emotions, and teaching responsibility (01:08:43) Launching the “We Gonna Be Alright” podcast (01:11:54) Surrendering and trusting the process About the Guest: Sherrell is a purpose-driven entrepreneur whose work is shaped by intention, resilience, and a deep love for her three daughters. As the creative force behind Zen Lion, she blends calm, courage, and artistry to build a brand that reflects authenticity and the stories that shape who we become. Her journey reveals growth, clarity, and the strength it takes to choose a path rooted in meaning. Connect with Sherrell: Web: https://www.zenliondesign.ca/ IG: https://www.instagram.com/sherrellaliza_/; https://www.instagram.com/wegonbealrightpod/ Spotify: https://open.spotify.com/episode/1avrFibSljBfYvZlwZwvwk?si=CFpgOq9PQDmZuF3SWBk5Xg About the Host: Jessa Sky is a proud Métis Cree singer-songwriter, mental health and addiction awareness advocate, keynote speaker, and the host of Sky Talks Podcast. Her career continues to rise, but her path has also been shaped by personal battles with mental health and healing. These experiences inspire her to create music, conversations, and spaces that remind others they are never alone. Through her voice, whether in song, on stage, or behind the mic, Jessa brings healing and humour together. She offers connection, breaks stigma, and shows that resilience can grow even from life’s hardest seasons. Connect with Jessa Sky: Website: https://www.jessasky.com Facebook: https://www.facebook.com/jessaskyy Instagram: https://www.instagram.com/jessaskyy TikTok: https://www.tiktok.com/@jessaskyy YouTube: www.youtube.com/@jessaskyy

1hr 13min

31/10/2025

You Are Worth the Work of Healing I LOV I Sky Talks Podcast w/ Jessa Sky #4

Healing asks for honesty. It asks us to stop performing strength and start telling the truth about what hurts. For many women, this truth feels heavy at first because silence has always felt safer than vulnerability. But the moment we stop hiding, we begin to heal. Sometimes healing means setting boundaries and walking away from what no longer serves our peace. Other times, it means sitting still long enough to feel the emotions we’ve ignored. It’s not always pretty or polished, but it is sacred. Each small step toward wholeness is a quiet act of rebellion against everything that once told us we had to be perfect to be loved. So take the time to slow down. Tell yourself the truth. Let yourself feel. Healing isn’t a finish line to reach; it’s a lifelong commitment to honesty, faith, and love. You are already becoming whole, even on the days when it doesn’t feel like it. In this episode with LOV, we explore what it truly means to heal, live authentically, and create from a place of truth. From overcoming addiction and setting boundaries to rediscovering joy in creativity, this conversation reminds us that every woman’s path to healing looks different. Together, we talk about the importance of faith, self-awareness, community support, and the ways people try to escape pain and how awareness, not avoidance, opens the door to freedom. Topics Covered: (00:00) Welcome to Sky Talks (02:47) Who is LOV? (07:10) Learning to follow through and finish what you start (12:56) Growth requires unseen effort and patience (16:52) Remembering where the passion began (21:48) Sensitivity, intuition, and discovering astrology (41:50) Facing lateral violence and exclusion in the art world (47:22) Art as both joy and responsibility to uplift communities (53:22) Pet peeves, deception, and self-awareness (58:07) Reclaiming confidence in healthy love after toxic dynamics (01:02:01) "Talk to me when you're less emotional" (01:05:18) What could you rant about for hours? (01:26:35) Authenticity in content and staying true to your art (01:29:48) Seeing social media as a tool for art, not validation (01:32:48) Protecting mental health by limiting screen time (01:35:23) The airport story (01:39:37) New music: “Sister A” and upcoming album (01:40:09) Connect with LOV Key Takeaways: "We all have wisdom in different ways." "Think really big because then you’ll always be striving toward something." About the Guest: LOV is a Treaty 6 Saskatchewan-based artist known for her smoky, expressive voice and empowering odes to independence and strength. Through her music, she tells stories of healing, self-worth, and spiritual resilience, creating a safe space for listeners to feel seen and understood. Her journey reflects the power of transformation, moving from pain to purpose and using her art to uplift others along the way. Connect with LOV: Email: lovtootoosismusic@gmail.com Sound Cloud: https://soundcloud.com/lovxofficial TikTok: https://www.tiktok.com/@lovxofficial YouTube: https://www.youtube.com/@lovxofficial Facebook: https://www.facebook.com/lovxofficial/ Instagram: https://www.instagram.com/lovxofficial/ About the Host: Jessa Sky is a proud Métis Cree singer-songwriter, mental health and addiction awareness advocate, keynote speaker, and the host of Sky Talks Podcast. Her career continues to rise, but her path has also been shaped by personal battles with mental health and healing. These experiences inspire her to create music, conversations, and spaces that remind others they are never alone. Through her voice, whether in song, on stage, or behind the mic, Jessa brings healing and humour together. She offers connection, breaks stigma, and shows that resilience can grow even from life’s hardest seasons. Connect with Jessa Sky: Website: https://www.jessasky.com Facebook: https://www.facebook.com/jessaskyy Instagram: https://www.instagram.com/jessaskyy TikTok: https://www.tiktok.com/@jessaskyy YouTube: www.youtube.com/@jessaskyy

1hr 40min

17/10/2025

Grace, Relapse, and the Gift of Starting Over I JANELLE I Sky Talks Podcast w/ Jessa Sky #3

Healing begins the moment we stop pretending we’re okay and start being honest with ourselves and with God. It’s not about having it all together but about admitting we don’t. When we finally stop running from the pain and face it with truth, something shifts. That’s where grace steps in. Surrender isn’t weakness. It’s saying, “I can’t do this alone,” and trusting that’s enough. Faith reminds us that even when we’ve hit rock bottom, we’re still loved, still seen, and still capable of starting again. The road to recovery isn’t neat or easy. It’s messy, full of setbacks, laughter through tears, and small victories that mean everything. But somewhere in that mess, we find peace. We learn to live with honesty, to let go of shame, and to embrace who we really are. In this episode, I sit down with Janelle Ropo, manager of Her House Sober Living for Women, to share her moving story of addiction, redemption, and finding God at rock bottom. We talk about what it really means to heal, from learning honesty and surrender to rebuilding a life grounded in peace and purpose. Through laughter, truth, and grace, this episode shines a light on the messy, beautiful reality of recovery and the freedom that comes with living in authenticity. Topics Covered: (00:00:00) Welcome to Sky Talks (00:06:31) Every woman’s path to healing looks different (00:08:20) The role of God and awareness in healing (00:11:25) Using drugs and alcohol to escape trauma (00:22:35) Addiction starts within (00:28:30) After me, you come first (00:46:40) Importance of healthy dialogue and support circle (00:50:40) The reality of a failing mental health system (00:54:16) Boundaries, guilt, and learning to rest without shame (01:05:24) Balancing recovery, work, and personal discipline (01:10:05) Live in the solution, not the problem (01:11:49) Learning to say “no” and self-advocacy after trauma (01:14:38) Trusting God’s timing and guidance (01:17:26) Honesty as the first step in overcoming temptation (01:22:13) Advocating for medication as part of recovery (01:26:29) Radical acceptance as a path to healing (01:29:25) Pain is mandatory, but suffering is optional (01:32:31) Silencing an overactive mind (01:36:52) Respecting differences and restoring humanity (01:42:02) Purpose and humility can coexist (01:45:10) Connect with Janelle Roppo Key Takeaways: “I believe in God today simply because I have met the devil through my addiction.” "When we channel our pain into something positive, it’s powerful." About the Guest: Janelle Ropo is the manager of Her House Sober Living for Women, where she helps women rebuild their lives through compassion, structure, and faith. With nine years of sobriety, she leads with grace and authenticity, creating a space where healing and accountability go hand in hand. Beyond recovery work, she shares wisdom on honesty, surrender, and the daily practice of choosing peace and purpose. Connect with Janelle: TikTok: https://www.tiktok.com/@janelleroppo FB: https://web.facebook.com/Janelle13 IG: https://www.instagram.com/janelle0413 About the Host: Jessa Sky is a proud Métis Cree singer-songwriter, mental health and addiction awareness advocate, keynote speaker, and the host of Sky Talks Podcast. Her career continues to rise, but her path has also been shaped by personal battles with mental health and healing. These experiences inspire her to create music, conversations, and spaces that remind others they are never alone. Through her voice, whether in song, on stage, or behind the mic, Jessa brings healing and humour together. She offers connection, breaks stigma, and shows that resilience can grow even from life’s hardest seasons. Connect with Jessa Sky: Website: https://www.jessasky.com/ Facebook: https://www.facebook.com/jessaskyy/ Instagram: https://www.instagram.com/jessaskyy/ TikTok: https://www.tiktok.com/@jessaskyy YouTube: www.youtube.com/@jessaskyy

1hr 48min

03/10/2025

All the Messy, Funny, Real Moments Behind the Songs | CONCH | Sky Talks Podcast w/ Jessa Sky #2

A lot of people think music just happens. That you walk into a studio, hit a few buttons, and a perfect song comes out. But the truth is, there is no magic without effort. No amount of polish can fix something that is not there to begin with. The process is real, messy, and human. You make mistakes. You record songs you hate. You laugh at the weird stuff you wrote when you were ten. And somehow, all of it becomes part of your sound. Showing up, messing up, and learning is what brings music to life. In this episode of Sky Talks, I sit down with my producer and friend, Conch. We share laughs, stories from the studio, and some unfiltered “would you rather” questions. Conch talks about his journey into producing, why mentoring young artists matters to him, and the importance of making music that’s real, not perfect. It’s honest, funny, and a true look at how our songs come to life. "Just be okay with the fact that you might not love the first things you create. You have to get the bad songs out of the way before you can get to the good ones. So just start, in whatever way that looks like for you." - Conch Topics Covered: (00:00) Welcome to Sky Talks (02:41) Get to know our guest, Conch (05:52) Importance of storytelling in music sessions (08:20) Finding your sound (10:40) Flexibility and pivoting creatively (13:23) Early music influences and inspiration of Conch (17:16) Trial-by-fire approach to mastering music production (23:16) Importance of relationships and mentorship in opportunities (25:40) Music as a safe space amid addiction and recovery (28:40) “Would You Rather” segment (34:35) Experiences with aesthetic procedures (39:24) Sex on the first date (40:53) Pet peeves and mental traits in communication (46:09) Advice for aspiring musicians: starting with free tools (49:11) Misconceptions about “studio magic” (51:56) Connect with Conch About the Guest: Conch is a Canadian recording artist whose music blends emotional depth with atmospheric production, bridging Hip Hop and R&B with a personal, cinematic touch. Writing, producing, mixing, and mastering his own work, he has earned over 3 million streams, Spotify Editorial support (New Music Friday Canada, Fresh Finds, Outliers, Mood Ring), and airplay on CBC Radio and SiriusXM, with features in CBC & Exclaim. On stage, he has shared bills with J. Cole, Travis Scott, Aminé, and Cordae, while his hometown following has led him to consistently sell out shows in Edmonton and perform at main stages like One Love Festival and Iron Mic. Beyond his own music, Conch produces, engineers, and mentors artists as lead engineer at Resonate Music School & Studio. Connect with Conch: Spotify: https://tinyurl.com/Conch-Spotify Instagram: https://www.instagram.com/okayconch Threads: https://www.threads.com/@okayconch Facebook: https://www.facebook.com/okayconch About the Host: Jessa Sky is a proud Métis Cree singer-songwriter, mental health and addiction awareness advocate, keynote speaker, and the host of Sky Talks Podcast. Her career continues to rise, but her path has also been shaped by personal battles with mental health and healing. These experiences inspire her to create music, conversations, and spaces that remind others they are never alone. Through her voice, whether in song, on stage, or behind the mic, Jessa brings healing and humour together. She offers connection, breaks stigma, and shows that resilience can grow even from life’s hardest seasons. Connect with Jessa Sky: Website: https://www.jessasky.com Facebook: https://www.facebook.com/jessaskyy Instagram: https://www.instagram.com/jessaskyy TikTok: https://www.tiktok.com/@jessaskyy YouTube: www.youtube.com/@jessaskyy

54 min

17/09/2025

CAB’RAL | Sky Talks Podcast w/ Jessa Sky #1

Welcome to Sky Talks—, let’s get a little unhinged and talk about EVERYTHING! I’m your host, Jessa Sky, where healing and humour collide. Let’s Go, AHO!Welcome to the FIRST episode of Sky Talks!In this debut episode, Jessa sits down with her very first guest: the one and only CAB’Ral (@allthingstk). Cab’Ral is an Edmonton-based alternative hip-hop artist known for his genre-blending sound and introspective lyrics. Born to a Portuguese immigrant family, he has risen from releasing gritty R&B singles to selling out major venues like the Winspear Centre in Edmonton. His debut EP, CAN-D CHEW-Z, recorded in New York, showcases his adaptive vocals and contemporary production . Cab’Ral has opened for artists like Lil Mosey and Shawn Desman on a cross-Canada tour and has released tracks such as “Take Time,” “Club Paradise,” and “Real Honesty,” which highlight themes of personal growth and resilience . His music often explores the challenges of daily life, making him a distinctive voice in the Canadian hip-hop scene. Beyond music, Cab’Ral engages with fans on platforms like Instagram and TikTok, sharing insights into his creative process and personal experiences .For more about Cab’Ral, visit his Instagram or TikTok.Follow Cab’RAL!Instagram: @allthingstkTikTok: @allthingstkThreads: @allthingstkFacebook: AllthingstkYouTube: CabralSpotify: Cab'RalFollow Jessa!Website: https://www.jessasky.com Instagram:@jessaskyyTikTok: @jessaskyyThreads: @jessaskyyFacebook: Jessa SkyYouTube: @jessaskyySnapchat: @jessaskyy Spotify: Jessa Sky _____________________________________________________Sky Talks Podcast, hosted by Jessa Sky, a dynamic singer and storyteller who has been captivating audiences since 2021 with her powerful vocals and heartfelt performances. Known for blending authenticity, humour, and healing into her artistry, Jessa’s journey has taken her from live music stages to launching her highly anticipated podcast, Sky Talks Podcast offers an unfiltered dive into her 29 years of life experiences, creating a platform for validation, connection, and open dialogue. Featuring insightful conversations with compelling guests, Sky Talks inspires and uplifts listeners while keeping them entertained.

1hr 1min

Sky Talks Podcast

Episodes

What It Takes to Stay Funny When Life Isn’t I Comedian Ola Dada I Sky Talks Podcast W/ Jessa Sky #12

How Spray Tanning Became a Lifelong Calling I Spray Tanning I Sky Talks Podcast W/ Jessa Sky #11

The Work of Caring Without Losing Yourself I RN Tara I Sky Talks Podcast W/ Jessa Sky #10

The Messy, Brave Process of Letting Go and Rebuilding I Indiginize Creation I Sky Talks Podcast W/ Jessa Sky #9

Chaos, Courage, and the Work of Being Seen I Callmekeeks I Sky Talks Podcast W/ Jessa Sky #8

Quiet Lessons Wrapped in Loud Drag I Pheromonekillz I Sky Talks Podcast W/ Jessa Sky #7

Laugh at the Critics, Live for Yourself I Summer I Sky Talks Podcast W/ Jessa Sky #6

The Quiet Work of Becoming Better I Sherrell I Sky Talks Podcast W/ Jessa Sky #5

You Are Worth the Work of Healing I LOV I Sky Talks Podcast w/ Jessa Sky #4

Grace, Relapse, and the Gift of Starting Over I JANELLE I Sky Talks Podcast w/ Jessa Sky #3

All the Messy, Funny, Real Moments Behind the Songs | CONCH | Sky Talks Podcast w/ Jessa Sky #2

CAB’RAL | Sky Talks Podcast w/ Jessa Sky #1

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